Title: Cheap Flights to Westchester , IL from CA $124 - Expedia.ca ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Westchester , IL from CA $124 [View CA $124 flight on Mon, Mar 23, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:BUF,to:ORD,departure:23/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:123.90&airProductToken=AQpeCi0IwmwSBDIwMDEYgS0gqVEo2LCIAzCxsYgDOExAAFgBagJETnIIUEMyQVVFTDEKLQjCbBIEMTIwNRipUSCuHCilsogDMNmziAM4TEABWAFqAkROcghQQzJBVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE) [Hotels in Westchester](https://expedia.ca/Westchester-Hotels.d7758.Travel-Guide-Hotels)[Westchester Car Rentals](https://expedia.ca/Car-Rentals-In-Westchester.d7758.Car-Rental-Guide)[Westchester Vacation Packages](https://expedia.ca/Westchester.d7758.Destination-Travel-Guides) ## Popular airlines to Westchester - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Westchester, Illinois, United States of America,departure:17/03/2026TANYT&leg2=from:Westchester, Illinois, United States of America,to:CMH,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Westchester, Illinois, United States of America,departure:17/03/2026TANYT&leg2=from:Westchester, Illinois, United States of America,to:CMH,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Westchester, Illinois, United States of America,departure:17/03/2026TANYT&leg2=from:Westchester, Illinois, United States of America,to:CMH,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Westchester, Illinois, United States of America,departure:17/03/2026TANYT&leg2=from:Westchester, Illinois, United States of America,to:CMH,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Westchester, Illinois, United States of America,departure:17/03/2026TANYT&leg2=from:Westchester, Illinois, United States of America,to:CMH,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Westchester, Illinois, United States of America,departure:17/03/2026TANYT&leg2=from:Westchester, Illinois, United States of America,to:CMH,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Westchester, Illinois, United States of America,departure:17/03/2026TANYT&leg2=from:Westchester, Illinois, United States of America,to:CMH,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## How much is the cheapest flight to Westchester? Prices were available within the past 7 days and start at CA $124 for one-way flights and CA $267 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, Apr 29 - Wed, May 6 BUF Buffalo ORD Chicago CA $267 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BUF,to:ORD,departure:29/04/2026TANYT&leg2=from:ORD,to:BUF,departure:06/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:266.10&airProductToken=AQpCCh8IwmwSAzUxNhiBLSDBkwEo9NSLAzDG1YsDOExAAFgBCh8IwmwSAzgxMRjBkwEgrhwop9eLAzDc2IsDOExAAVgBCkIKHwjCbBIEMTMwNhiuHCCpUSiroYwDMLWijAM4TEAAWAEKHwjCbBIEMjkwMhipUSCBLSiao4wDMPOjjAM4TEABWAESCggBEAEYASoCQjYYASIECAEQASgEMAE) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Tue, Jun 2 - Wed, Jun 3 BUF Buffalo ORD Chicago CA $279 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BUF,to:ORD,departure:02/06/2026TANYT&leg2=from:ORD,to:BUF,departure:03/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:279.00&airProductToken=AQpBCh8IwmwSBDE5MDEYgS0gqVEontGOAzDt0Y4DOExAAFgBCh4IwmwSAzQwNRipUSCuHCjN0o4DMPLTjgM4TEABWAEKQQoeCMJsEgM4NTYYrhwgqVEolNuOAzCb3I4DOExAAFgBCh8IwmwSBDI0MDIYqVEggS0oz92OAzCm3o4DOExAAVgBEgoIARABGAEqAkI2GAEiBAgBEAEoBDAB) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, Apr 29 - Thu, May 7 BUF Buffalo ORD Chicago CA $286 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BUF,to:ORD,departure:29/04/2026TANYT&leg2=from:ORD,to:BUF,departure:07/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:285.50&airProductToken=AQpCCh8IwmwSAzUxNhiBLSDBkwEo9NSLAzDG1YsDOExAAFgBCh8IwmwSAzgxMRjBkwEgrhwop9eLAzDc2IsDOExAAVgBCkQKIAjCbBIEMTAxMhiuHCDBkwEotKuMAzC7rIwDOExAAFgBCiAIwmwSBDExMTUYwZMBIIEtKOCtjAMwva6MAzhMQAFYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Apr 27 - Thu, Apr 30 BUF Buffalo ORD Chicago CA $338 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BUF,to:ORD,departure:27/04/2026TANYT&leg2=from:ORD,to:BUF,departure:30/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:337.59&airProductToken=AQpoCjIIwYIBEgQ0Nzg4GIEtIMGTASiNu4sDMOy7iwM4QkAAWAFqBUJBU0lDcghPVkFKWlNCWAoyCMGCARIEMzIwORjBkwEgrhwo5L6LAzCmwIsDOEJAAVgBagVCQVNJQ3IIUVZBSVhTQlgKMwoxCMGCARIEMjE4MhiuHCCBLSjW3YsDMLveiwM4QkAAWAFqBUJBU0lDcghOVkFJWFNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Mar 28 - Sat, Apr 4 BUF Buffalo ORD Chicago CA $385 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BUF,to:ORD,departure:28/03/2026TANYT&leg2=from:ORD,to:BUF,departure:04/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:384.30&airProductToken=AQohCh8I1YIBEgM1NDMYgS0grhwotOmIAzCs6ogDOExAAFgBCiIKIAjVggESBDEzMzUYrhwggS0o7L2JAzDRvokDOExAAFgBEgoIARABGAEqAlVBGAEiBAgBEAEoBDAB) ## Alternative airports near Westchester Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:MDW,departure:17/03/2026TANYT&leg2=from:MDW,to:CMH,departure:31/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) MDW Midway Intl. CheapestClosest 17 min [Flights from CA $344 ](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:MDW,departure:17/03/2026TANYT&leg2=from:MDW,to:CMH,departure:31/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD) ### July is typically the cheapest month to fly From CA $109 - CA $427 per traveller. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=FTG_SPRING_PROMO_) ## Frequently asked questions ### What is the name of Westchester's airport? ### How far is ORD from central Westchester? ### What airport is best to fly into Westchester? ### How many airlines fly to Westchester? ### Which airlines fly to Westchester? ### How many nonstop flights are there to Westchester? ### Where are the most popular flights to Westchester departing from? ### How long is the flight to Westchester Airport? ### How to book the cheapest flight to Westchester? ### Do you have any tips for my flight to Westchester? > - A plane ride can be a stress-free experience if you take the right stuff. Firstly, you'll need toiletry items, such as a toothbrush and some deodorant, a clean set of clothes and a good book. Secondly, make room in your hand luggage for your laptop, a charger, your medications and maybe a blow-up neck pillow as well. Lastly, and most importantly, don't forget to bring your passport, travel papers and some cash. > > > Do not pack the following items in your hand luggage: > > > - Pack all your full-sized bottles of shampoo and conditioner in your checked baggage. Any liquids or gels in your carry-on bag larger than 3.4 ounces (100 millilitres) won't be allowed on. Sharp objects, like your beloved pocket knife, and dangerous products which are flammable or explosive, such as aerosols and matches, are also banned. > > > What to wear on a flight: > > > - Your aim is to be as comfortable as you can. Choose flat, closed-toe shoes, dress in loose, natural-fibre clothing and remember to bring a jacket in case you get cold in the cabin. > - Most travellers have heard about deep vein thrombosis (DVT), a blood clot condition caused by long periods of inactivity. To minimize your risk on board, drink lots of water, consider wearing compression tights or socks and move your lower limbs often. ### How to get through airport security fast when flying to Westchester? > - Airport security personnel first need to check that you have a valid ID and matching travel documents before anything else. Have them close by, ready for inspection. > - Next up is the X-ray machine. Empty your pockets and remove anything metal that is likely to set off the scanner's alarm. This includes items like earphones or headphones, as well as heavy coats or jackets. They'll need to be placed on the conveyor belt for screening. > - For just a few moments, you'll need to unplug from technology. Your phone, laptop and any other electronics also need to be sent through the scanner. > - Remove all liquids and gels from your carry-on bag. They often need to be sent through the X-ray scanner separately. Each product should be no larger than 3.4 ounces (100 millilitres) and everything must fit in a single quart-size (one litre), clear zip-close bag. > - Lightweight sneakers are a clever footwear choice as you're less likely to be required to remove them when going through security. Hiking boots and other heavy-style shoes are often subjected to additional screening. > - Pocket knives and other sharp items are not allowed in the cabin. They'll be seized at security, so pack them safely away in your checked bags. ## Book with confidence Expedia.ca gives you the best tools to secure great deals on flights to Westchester. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Westchester. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Westchester. Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Westchester flights with full confidence knowing that you've found the best deal online. Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Westchester. Looking to save even more? Get additional savings by bundling your Westchester flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Westchester trip! ## Travel information | Destination airport | O'Hare Intl. | | ----------------------------- | ------------ | | Destination airport IATA code | ORD | | Destination city name | Chicago | | Roundtrip price | CA $267 | ## Trending flights to Westchester Prices were available within the past 7 days and start at CA $124 for one-way flights and CA $267 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Sun, May 3 - Thu, May 7 YYC Calgary ORD Chicago CA $267 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:03/05/2026TANYT&leg2=from:ORD,to:YYC,departure:07/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:266.65&airProductToken=AQoiCiAI16YBEgQxNjEwGJgWIK4cKNiBjAMwtIOMAzhFQABYAQoiCiAI16YBEgQxNjExGK4cIJgWKOawjAMw0bKMAzhFQABYARIKCAEQARgBKgJXUxgBIgQIARABKAQwAQ) \*Available to Expedia members.